Publication | Open Access
Practical Synthesis of (2S,3S)-3-Amino-2-hydroxy-4 phenylbutyric Acid, a Key Component of HIV Protease Inhibitors.
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1998
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Organic ChemistryChemistryAcetone CyanohydrinPharmaceutical ChemistryMedicinal Chemistry-3-Amino-2-hydroxy-4 Phenylbutyric Acid-3-Amino-2-hydroxy-4-phenylbutyric AcidKey ComponentAntiviral Drug DevelopmentStereoselective SynthesisDiastereoselective Cyanohydrin FormationBiochemistryMedicineHivPharmacologyAntiviral CompoundBiomolecular EngineeringNatural SciencesHiv Protease InhibitorsSynthetic ChemistryDrug Discovery
Synthesis of (2S, 3S)-3-amino-2-hydroxy-4-phenylbutyric acid was achieved by the highly diastereoselective cyanohydrin formation of (S)-2-N, N-dibenzylamino-3-phenylpropanal with acetone cyanohydrin in the presence of trimethyl-aluminum as a key step.